2026-04-14T02:18:32Zhttps://recercat.cat/oai/requestoai:recercat.cat:10256/272192025-09-11T12:21:35Zcom_2072_452955com_2072_2054col_2072_453073
2025-09-11T12:21:35Z
urn:hdl:10256/27219
Head-to-Tail Selective [2 + 2 + 2] Cycloadditions of Bisallenes Enabled by Ligand-Free Nickel(0)
Kennington, Stuart C. D.
Mandal, Mou
Monreal Corona, Roger
Saha, Arijit
Poater Teixidor, Albert
Roglans i Ribas, Anna
Pla i Quintana, Anna
Hidrocarburs
Hydrocarbons
Ciclització (Química)
Ring formation (Chemistry)
Alquins
Alkynes
Catalitzadors de níquel
Nickel catalysts
A ligand-free Ni(0) catalyst enables highly chemo- and regioselective [2 + 2 + 2] cycloadditions between 1,5-bisallenes and acetylenes, affording 6,6-fused hexahydroisoquinoline frameworks under mild conditions. DFT studies reveal that head-to-tail selectivity arises from competing oxidative cyclization pathways with metallacycle geometry dictating product formation. This work highlights how simple nickel complexes can achieve precise molecular construction without the need for ancillary ligands
We are grateful for the financial support from the Spanish Ministerio de Ciencia, Innovación y Universidades (Projects PID2023-146849NB-I00/MICIU/AEI/10.13039/ 501100011033/FEDER, UE, RED2022-134939-T, PID-2021-127423NB-I00, predoctoral FPU20/00707 grant to R.M.-C.,
and Margarita Salas Grant (NextGenerationEU) to S.C.D.K.),a Beatriu de Pinós−AGAUR Postdoctoral Grant (2022 BP00051) to A.S., and the Generalitat de Catalunya (Project 2021-SGR-623). M.M. thanks the Ministerio de Ciencia, Innovación y Universidades for her fellowship (PID2021 127423NB-I00)
Open Access funding provided thanks to the CRUE-CSIC agreement with American Chemical Society (ACS)
2025-09-11T12:21:35Z
2025-09-11T12:21:35Z
2025-08-15
info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
peer-reviewed
http://hdl.handle.net/10256/27219
info:eu-repo/semantics/altIdentifier/doi/10.1021/acscatal.5c04046
info:eu-repo/semantics/altIdentifier/eissn/2155-5435
PID2023-146849NB-I00
PID2021-127423NB-I00
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2023-146849NB-I00/ES/DESAFIOS Y OPORTUNIDADES EN EL CONTROL DE LA SELECTIVIDAD EN LA CICLACION DE ALENOS, FULLERENOS Y VINILCARBENOS CATALIZADA POR METALES DE TRANSICION/
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2021-127423NB-I00/ES/CATALISIS PREDICTIVA PARA CAMBIAR EL ODEN SECUENCIAL ENTRE EXPERIMENTOS I CALCULOS/
Attribution 4.0 International
http://creativecommons.org/licenses/by/4.0/
info:eu-repo/semantics/openAccess
American Chemical Society (ACS)
ACS Catalysis, 2025, vol. 15, núm. 17, p. 15043-15049
Articles publicats (D-Q)